Family-friendly holiday rentals in Medford

4.98 out of 5 average rating, 125 reviews

Cute Boho w Patio, W/D, Parking (No Chores!)

Top floor of house is all yours with private exterior entrance. The first floor is a separate unit with separate entrance. Fast Wifi + Kitchen + Privacy + Outside Deck! Welcome to our charming, boho unit, nestled on the entire, private second floor of this historic 1937 home. A perfect getaway for couples, small families, and business travelers alike -- private entrance and deck. Explore the scenic Rogue Valley, indulge in local wineries, and enjoy a comfortable stay in this picturesque gem

4.99 out of 5 average rating, 242 reviews

Guest suite in Medford

Parkside East Medford Studio (Easy I-5 Access)

Unwind in this cozy East Medford studio conveniently located near the Rogue Valley Int'l Airport (8 min), Hospitals (Providence - 2 min & Asante - 5 min), less than 2 miles from both Medford I-5 exits, 7 miles from Britt Gardens in historic Jacksonville & 78 miles from Crater Lake. This space offers private entrance & off-street parking. Kitchenette includes basic dishes & cookware. Bathroom includes rainmaker shower. Studio includes wifi, Roku TV, Netflix, Prime, and other streaming options.

4.98 out of 5 average rating, 708 reviews

Guest house in Medford

Orchard Home Cottage * ~ Private, Cozy, Peaceful *

*NO PETS* Enjoy Southern Oregon by staying in our peaceful bright cottage. Perfect for those who want a quiet getaway close to all the Rogue Valley has to offer. It is situated toward the rear of our property w/private parking and its own fenced patio. We are located 4 miles from Jacksonville where you can hear the sounds of the Britt Festival. Ashland, home of Oregon's Shakespeare Festival is 20 minutes away. Lakes, hiking trails, and rivers are all around for those looking for adventure.

4.96 out of 5 average rating, 414 reviews

Flat in Medford

Suite Comice EV Charging

*NOTE*: We disinfect all surfaces before and after new guests arrive. Studio suite with private entrance. Comfortable, light, clean and airy. Host on location in attached home. Breakfast nook with coffee, and tea. Neighborhood is quiet with shopping and dining not far away. Only one small step into the unit. Also on the property is another 2 bedroom Airbnb unit, Comice Valley Inn, in the event you have a larger party. This is a new listing, so please see some of my many 5-star reviews.

4.92 out of 5 average rating, 277 reviews

Guest suite in Medford

Oakdale Cottage - Medford Hist District

Beautiful Oakdale Cottage Guest Suite is located in the Historic District of dwntn Medford and is decorated with subtle historic touches. A giant redwood tree is the focal point in the back yard and keeps you cool on hot summer days. Relax on your own private patio. Off street parking. Key pad private entry for your convenience. Wi-Fi, and many other amenities. Private bath. Very convenient to local business, bus line, hospitals, freeway, airport and cultural and outdoor activities.

4.88 out of 5 average rating, 370 reviews

Southern Oregon Gem (EV Charger)

Welcome to our charming little home in Medford, Oregon. a delightful haven designed for comfort, cleanliness, and efficiency. Nestled near the city center, this inviting space offers a perfect blend of coziness and functionality for a memorable stay. The thoughtful layout maximizes every inch of space, creating a welcoming atmosphere for solo travelers, couples, or small groups. The color palette is soothing, creating a serene ambiance that promotes relaxation.

4.99 out of 5 average rating, 245 reviews

Cozy Cottage

Discover this charming gem nestled in the heart of Medford, Oregon! This enchanting 1 bedroom with a king bed and 1 bathroom cottage is a centrally located and offers the perfect blend of comfort and style. The sofa in the living room is a hide-a-bed which can sleep 2 additional people. Conveniently located near shopping, restaurants, and more! For the safety and security of our guests, we do have an outdoor camera monitoring common areas.

4.8 out of 5 average rating, 504 reviews

Home in Phoenix

Craftsman cottage built in 2019

One mile off interstate. This beautiful craftsman airbnb was built in 2019. and the attention to detail shows. Entire private house, large yard, washer/dryer, full kitchen, tiled shower, and upstairs with additional living space and bedroom. Close to Ashland, Jacksonville and Medford. Walking distance to the Phoodery, Clyde’s corner, and mini market. Space is not suitable for toddlers or elderly due to steep stairs leading to bedrooms.

4.96 out of 5 average rating, 1,255 reviews

Guest house in Medford

Eco-Tiny House in SE Medford

Clean and quiet 200 sq ft. detached guesthouse with kitchenette nestled among vegetable gardens and native wildflower beds. Within walking distance of Asante hospital and several shops and restaurants. Easy access to freeway. 20 minutes from downtown Ashland and Jacksonville and only and 10 minutes from downtown Medford. Off-street parking available. Well-behaved pets welcome. Please no smoking inside the guesthouse or on the property.

4.88 out of 5 average rating, 240 reviews

Cheerful new 2 bedroom home in cul de sac Netflix

Cute, new, 850 sq ft cottage, with 2 Queen bedroom, full kitchen and washer/dryer. Located in the safe and secure area of North East Medford. Conveniently located near I-5, 8 minutes from the airport, and close to plenty of shopping and restaurants. New wifi & dining table & updates Aug 2025. Small back patio area includes a table with umbrella & a Charcoal BBQ. On site parking. Yard is not landscaped or fenced.

4.97 out of 5 average rating, 200 reviews

the Downtown Mint

2 bedroom , 1 bath cottage with 2 queen beds . Located in an established neighborhood. Easily accessible from interstate 5 and 2.5 miles from Asante medical center. Enjoy exploring old gold mining towns, theater, concerts, wineries, rafting, zip lining, mountain biking and more. 1.5 hr to the north east you’ll find Crater lake national park. And 2 hours west you’ll run into the Pacific Ocean. Happy exploring!